Nitroamidoanthraquinone sulfo-acid.



NITED TATES PATENT Prion.

OSCAR BALLY, OF MANNHEIM, GERMANY, ASSIGNOR TO THE BADISOHE ANILIN AND SODA FABRIK, OF LUDWIGSHAFEN, GERMANY.

NITROAMIDOANTHRAQUINONE SULFO-ACID.

SPECIFICATION forming part of Letters Patent No. 643,451, dated February 13, 1900.

Application filed November 1 5 1 8 9 9.

To all whom it may concern.-

. Be it known that I, OSCAR BALLY, doctor of philosophy, a citizen of the Swiss Republic, residing at Mannheim, in the Grand Duchy of Baden and Empire of Germany, have invented new and useful Improvements in the Manufacture of Nitroamidoanthraqninone Sulfo- Acids, of which the following is a specification.

It is known that diamido-anthraquinones can be readily converted into sulfo-acids which are wool-coloring matters yielding red to violet-red shades from the acid-bath.- On account of their poor qualities in certain respects these coloring-matters have not hitherto been used practically-in the dyeing industry.

My present invention consists in the production from these diamido-anthraquinone sulfo-acids of valuable new coloring-matters which I regard as nitro-diamido-anthraquinone sulfo-acids. To produce my new nitro coloring-matters, I can take either 1.4-di amido-anthraquinone, (otherwise known as 1. 5.-diamido-anthraquinone,) 1. 3-diamidoanthraquinone, (otherwise known as alphadiamidoanthraquinone,) or 1.1-diamidoanthraquinone, (otherwise known as 1.8- or delta-diamido anthraquinone.) These bodies are converted into their known sulfoacids and then nitrated, as hereinafter described, by treatment with nitric acid in the presence of sulfuric and boracic acids. They dye chrome-mordanted wool giving blue-vio-, let to brown-violet shades which are very fast to light.

In the present application for patent I desire to claim, generically, the new nitro-amideanthraquinone sulfo-acids, and, specifically, I desire to claim that nitro-amido-anthraquinone sulfo-acid which can be obtained from 1.4-diamido-anthraquinone.

The following example will serve to further illustrate the manner in which my invention can be carried into practical eifect and my new coloring'matters obtained:

Example: Mix together about ten (10) parts of 1.4- (or 1.5-) diamido-anthraquinone and ten (10) parts of dried boracic acid. Add this mixture to about two hundred (200) parts of sulfuric-acid monohydrate. Add to the melt Serial No. 737,073. (N0 specimens.)

two hundred (200) parts of fuming sulfuric acid, (containing about forty per cent. S0 Heat the mixtureto about 115 centigrade and maintain it at this temperature until a test portion is completely soluble in water. Allow the melt to cool. Prepare six and a half (6%) parts of a cold mixture of nitric and sulfuric acids containing eighty-five per cent. HNO Run this cold mixture into the cold melt, stir thoroughly, and cool continuously, so that the temperature of the mixture constantly remains below 10 centi grade. When the mixture has been efiected, stir for about twelve hours at the ordinary temperature. Then pour the melt into ice-water and salt out the nitro product obtained with potassium chlorid or common salt. Filter and dry. The sulfo-acids of 1.3- (alpha) and 1.1. (1.8- or delta-) diamido-anth raquinones maysimilarly be converted into my new nitro coloring-mat= ters. The foregoing example may be varied in many ways. For instance, instead of taking the melt containing diamido-anthraquinone sulfo-acids isolated diamido-anthraquinone sulfo-acids can be dissolved in sulfuric acid and nitrated in the manner described.

My new coloring-matters possess the generic and specific properties respectively indicated in the following table:

Nitro coloring-math? from the sulfo-acids 1.4 -t1ia1nidoanthraquinone.

1.3 diamidoanthraquinone.

1.1 diamidoanthraquinone.

Color of the solution in- IVater Carbonate= 0 f soda solution. Caustic s o d a Red violet Brown-violet Dirty -blne i Dull violet...

violet.

. -do Olive Brown. Dull violet.

violet browfi.

Brown.

Violet-brown.

Violet .Q Brown-red... Bluish violet) Brown-violet lye. Ooncent r a t e d sulfuric acid. Color on chromenlordanted wool.

giving dirty-blue violet solution, soluble in concentrated sulfuric acid giving a violet color, all substantially as hereinbefore de- 15 scribed.

In testimony whereof I have hereunto set my hand in the presence of two subscribing witnesses.

OSCAR BALLY.

Vitnesses:

ERNEST F. EHRHARDT, RENE BOHN. 

